- An expedient synthesis of novel 2-substituted thiazolo[4,5-f]isoquinolines/ quinolines and benzo[1,2-d:4,3-d']bisthiazoles and their potential as inhibitors of COX-1 and COX-2
-
An efficient, general synthesis of 2-substituted thiazolo[4,5-f] isoquinolines, thiazolo[4,5-f]-quinolines and benzo[1,2-d:4,3-d']bisthiazoles has been accomplished from 5-nitroisoquinoline/quinoline and 6-nitrobenzothiazole, respectively, and all the products have been thoroughly identified spectroscopically (IR, 1H and 13C NMR, LR/HR EI/FAB/ESI-MS). The synthesis of thiazolo[4,5-f]isoquinolines constitutes the first synthesis of this class of heteroarenes. Eighteen compounds, covering all three types, were screened for inhibition of COX-1 and COX-2, and some of them showed moderate activities. ARKAT-USA, Inc.
- Chakrabarty, Manas,Mukherji, Ajanta,Karmakar, Sulakshana,Mukherjee, Ratna,Nagai, Kenichiro,Geronikaki, Athina,Elenic, Pitta
-
scheme or table
p. 265 - 290
(2011/02/24)
-
- Assessment of mutagenic potential in a series of compounds structurally related to 2-amino-3-methylimidazoquinoline (IQ)
-
The bacterial mutagenicity of a series of compounds related to the mutagen 2-amino-3-methylimidazoquinoline (IQ) was determined in the Ames test using Salmonella strain TA-1538.Thiazoloquinoline-2-amine 3 and its 4,5-dihydro derivative 4, where the N(3)-Me moiety of IQ has been replaced by a sulfur atom, were both potent mutagens.A structure-mutagenicity study was performed in a group of aminothiazole compounds related to 3.In addition to the aromatic NH2 group, a fully aromatic tricyclic structure is required for mutagenicity.Enzymatic oxidation canprovide the required aromaticity to partially reduced analogues, but more extensively reduced compounds, or compounds where the central ring cannot be oxidized, are not mutagenic. - Keywords: mutagenicity / Ames / IQ / aminothiazole
- Jaen, J. C.,Kropko, M. L.,Theiss, J. C.,Wold, S.,Caprathe, B. W.,Wise, L. D.
-
p. 547 - 554
(2007/10/02)
-